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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183643Generated: October 29, 2026

1,2-Dimethoxyethane → HCID 57995666, compound

https://huagongshe.com/reaction/1183643

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantCesium fluorideHCID 25953—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
Reactant2-(3-Bromo-5-chloro-4-(2,2,2-trifluoroethoxy)phenyl)-acetateHCID 86636744—
CatalystHCID 178418397HCID 178418397—
ProductHCID 57995666HCID 5799566673.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-(3-bromo-5-chloro-4-(2,2,2-trifluoroethoxy)phenyl)-acetate (0.750 g, 2.0 mmol), 4-trifluoromethyl phenylboronic acid (0.567 g, 3.0 mmol), Pd (PPh3)4 (0.231 g, 0.2 mmol), cesium fluoride (0.604 g, 4.0 mmol) in DME (10 ml) was stirred overnight at 100° C., upon which the precipitates were removed by filtration. The filtrate was diluted with water and extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with water followed by brine and dried over Na2SO4. The crude residue was purified by flash column chromatography to give ethyl 2-(5-chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)acetate (0.525 g, 73.6%) as an off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664249B2
Source datasetuspto-grants-2014_03
ORD IDord-37b7d82e33b34ade9c79cac212a492d6
Source noteuspto-grants-2014_03